Gloucester Holiday Rentals

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Holiday Rentals in Gloucester

Waterfront Gloucester Home w/ Private Boat Dock!

3.0 star property
Waterfront Gloucester Home w/ Private Boat Dock!

King’s Creek Resort by Spinnaker

4.5 star property
8.6 out of 10, Excellent, (94)
"Nice place."
King’s Creek Resort by Spinnaker

Anvil Campground

2.5 star property
8.2 out of 10, Very good, (36)
"Clean cabin and nice staff members. I didn't like that we didn't have the pillows and the comforters ( but got informed about it before the trip ). Our cabin was by the railway so it was super loud, I couldn't sleep. The bathroom is not connected to the cabin ( and I also knew about it before coming to the place). My husband said the men's bathroom smelled absolutely horrible. "
The price is NZ$182
includes taxes & fees
6 Oct - 7 Oct
Anvil Campground

American Heritage RV Park

2.5 star property
9.0 out of 10, Wonderful, (72)
"Clean room very quiet area"
American Heritage RV Park

Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

9.0 out of 10, Wonderful, (7)
"Perfect combination. My kids had a great time. Will stay again"
The price is NZ$202
includes taxes & fees
6 Oct - 7 Oct
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

9.4 out of 10, Exceptional, (40)
"This is a pleasant little spot within easy walking distance to historic Yorktown's museums, batttlfield, dining, and the beach. "
The price is NZ$394
includes taxes & fees
10 Oct - 11 Oct
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Luxury Riverfront Condo w/ sunrise & sunset views

9.6 out of 10, Exceptional, (64)
"Enjoyed my stay at this condo..I hope it becomes available again this year, "
The price is NZ$603
includes taxes & fees
9 Oct - 10 Oct
Luxury Riverfront Condo w/ sunrise & sunset views

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (47)
"The house was so amazing! The owners are very responsive and helpful. The house was so clean and loved the personal touches. We will be back!"
The Little Blue Cottage - Topping : Waterfront!

Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

10.0 out of 10, Exceptional, (64)
"The property has wonderful views of the river inside and outside of the house. The bunkbeds are unique and fun for the family. Ruby answered all questions right away and was a great host. Awesome place!"
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

2.0 star property
9.6 out of 10, Exceptional, (15)
"Very close to everything we wanted to see n the area. Vicki was a great hostess. "
Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

Lovely 2 BR Condo in 4💎 Historic Golf Resort

9.2 out of 10, Wonderful, (20)
"You can't beat the location if you are visiting Busch Gardens! Literally minutes away! It was so nice to be able to easily go back and rest during the day. The condo is just as described and in great condition. Owner very responsive to messages. Well kept, clean, and quiet! Perfect for families!"
The price is NZ$819
includes taxes & fees
5 Oct - 6 Oct
Lovely 2 BR Condo in 4💎 Historic Golf Resort

Williamsburg Campground

2.5 star property
8.6 out of 10, Excellent, (19)
"Nice stay with my family. My husky loves walking the grounds."
Williamsburg Campground

Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

9.8 out of 10, Exceptional, (145)
"Great location very clean and cozy room. Beautiful area!!"
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (351)
"We would definitely stay here again!"
Cottage on a Private Island in the York River

3BDR, 2BA townhome at The Historic Powhatan Resort, Sleeps 8

9.6 out of 10, Exceptional, (9)
"We stayed with immediate family plus two friends visiting from out of state. The accommodation was affordable. Location was good - everything was close by. Unit was spacious, clean, and equipped with everything we needed. Check in process was quick and easy. Host provided good information for check in immediately after we booked. Would stay here again."
3BDR, 2BA townhome at The Historic Powhatan Resort, Sleeps 8

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (66)
"Property is awesome. Just as advertised. Tons of space for families and kids and excellent fishing off the dock. Would absolutely stay here again"
Enjoy family fun and Sunsets at Piankatank Point.

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

9.4 out of 10, Exceptional, (127)
"We had a great time. The place was as expected. Clean and comfortable and very spacious. "
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Spacious waterfront home with dock and sunset view

9.4 out of 10, Exceptional, (8)
"This spot was perfect for our gathering of family members from Colorado and Maryland for a few sweet days together. The sunrises and sunsets and water birds hit all the buttons for grandma. The proximity to water with toys and similarly aged kids next door couldn’t have been more perfect. The house was very well equipped, and stocked with perfect items to complete our preparation, or lack thereof. We had solitude from the rest of the world to reconnect and enjoy each other fully in a beautiful...
Spacious waterfront home with dock and sunset view

The Williamsburg Retreat - Gorgeous Private Acreage

10.0 out of 10, Exceptional, (141)
"Beautifully appointed, perfect for our group of four couples. Great location. Peaceful, restful. Best VRBO experience we’ve we have ever had! "
The Williamsburg Retreat - Gorgeous Private Acreage

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (22)
"Wonderful location, host communicated well"
The price is NZ$789
includes taxes & fees
30 Sept - 1 Oct
Bay Dream Believer Cottage on Beautiful East River Waterfront
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gloucester Hotel Reviews

Find out more about Gloucester

Find out more about Gloucester

Everything you need to know about Gloucester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gloucester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gloucester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gloucester holiday rentals we have selected for you start as low as NZ$182 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Gloucester?

Yes, we offer holiday rentals where you'll be only 13.8 mi (22.2 km) from Busch Gardens Williamsburg, offering you a more remote option if you want a quiet place to stay. Gloucester is known for its festivals and art.

What are some of the best holiday rentals that Gloucester has to offer?

Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!: This holiday home rental outside of Gloucester is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Gloucester?

Expedia has 19 holiday rentals for your stay in Gloucester.

What’s there to see and do in Gloucester?

Brown Park and Ark Park are a couple of scenic spots to enjoy the outdoors, whereas Gloucester Museum of History is one of the cultural attractions. Other places in town to visit include Middle Peninsula State Park and Rosewell Ruins.

What’s a holiday rental in Gloucester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gloucester. Holiday rentals feature amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.